7,10-dichloro-8-(4-O-methyl-1-deoxy-2,6-di-O-tosyl-β-D-glucopyranos-1-yl)-8,9-dihydro-1H-indolo[2,3-a]pyrrolo[3,4-c]carbazole-1,3(2H)-dione | 1157858-75-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: 7,10-dichloro-8-(4-O-methyl-1-deoxy-2,6-di-O-tosyl-β-D-glucopyranos-1-yl)-8,9-dihydro-1H-indolo[2,3-a]pyrrolo[3,4-c]carbazole-1,3(2H)-dione
• 英文别名: [(2R,3S,4S,5R,6R)-6-(5,21-dichloro-12,14-dioxo-3,13,23-triazahexacyclo[14.7.0.02,10.04,9.011,15.017,22]tricosa-1,4(9),5,7,10,15,17(22),18,20-nonaen-3-yl)-4-hydroxy-3-methoxy-5-(4-methylphenyl)sulfonyloxyoxan-2-yl]methyl 4-methylbenzenesulfonate
• CAS: 1157858-75-7
• 化学式: C₄₁H₃₃Cl₂N₃O₁₁S₂
• 分子量: 878.765
• InChiKey: XUHKYSJOOIGJSQ-GOFQBVOOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.7
• 重原子数：
  59
• 可旋转键数：
  9
• 环数：
  9.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  209
• 氢给体数：
  3
• 氢受体数：
  11

反应信息

• 作为反应物：
  描述：

  7,10-dichloro-8-(4-O-methyl-1-deoxy-2,6-di-O-tosyl-β-D-glucopyranos-1-yl)-8,9-dihydro-1H-indolo[2,3-a]pyrrolo[3,4-c]carbazole-1,3(2H)-dione 在 sodium azide 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 168.0h， 以53%的产率得到7,10-dichloro-8,9-(4-O-methyl-6-azido-1,2,6-trideoxy-β-D-mannopyranos-1,2-diyl)-8,9-dihydro-1H-indolo[2,3-a]pyrrolo[3,4-c]carbazole-1,3(2H)-dione
  参考文献：
  名称：

  A three-step synthesis from rebeccamycin of an efficient checkpoint kinase 1 inhibitor

  摘要：

  Rebeccamycin derivative 1 bearing a sugar moiety linked to both indole nitrogens and an amino substituent on the carbohydrate unit was synthesized in three steps from the bacterial metabolite. This compound was found to be a highly potent checkpoint kinase 1 inhibitor with an IC50 value of 2.8 nM. (C) 2008 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2008.05.023
• 作为产物：
  描述：

  蝴蝶霉素 、 对甲苯磺酰氯 在 potassium carbonate 作用下， 以 四氢呋喃 为溶剂， 反应 96.0h， 以35%的产率得到7,10-dichloro-8-(4-O-methyl-1-deoxy-2,6-di-O-tosyl-β-D-glucopyranos-1-yl)-8,9-dihydro-1H-indolo[2,3-a]pyrrolo[3,4-c]carbazole-1,3(2H)-dione
  参考文献：
  名称：

  A three-step synthesis from rebeccamycin of an efficient checkpoint kinase 1 inhibitor

  摘要：

  Rebeccamycin derivative 1 bearing a sugar moiety linked to both indole nitrogens and an amino substituent on the carbohydrate unit was synthesized in three steps from the bacterial metabolite. This compound was found to be a highly potent checkpoint kinase 1 inhibitor with an IC50 value of 2.8 nM. (C) 2008 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2008.05.023